Triacetoxyperiodinane → 1-tert-Butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate

HRID 45166

Reaktionsgleichung

Reaktionsgleichung von HRID 45166
[CH3:1][O:2][C:3]([CH:5]1[CH2:9][CH:8]([OH:10])[CH2:7][N:6]1[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[O:4].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[CH3:1][O:2][C:3]([CH:5]1[CH2:9][C:8](=[O:10])[CH2:7][N:6]1[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[O:4]

Komponenten

4

Edukt 2

HCID 159087TriacetoxyperiodinaneHCID 51482991-Tert-butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

Produkt 1

HCID 42518531-tert-Butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 4-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (5 g, 20.4 mmol) in DCM (100 mL), Dess-Martin periodinane (12.97 g, 30.6 mmol) is added. After completion of the reaction as judged by TLC the reaction is quenched with sat NaHCO3, washed with sat sodium thiosulfate and extracted with DCM. The organics are dried and evaporated and used crude in the next step.

Aufarbeitung

  1. customAfter completion of the reaction
  2. customis quenched with sat NaHCO3
  3. washwashed
  4. extractionextracted with DCM
  5. customThe organics are dried
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-7e231e86ac7d47e0a5156a0df52cfadb
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541432B2

Verknüpfte Notizen

Wird geladen…